House vacation rentals in Southport

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Top-rated house rentals in Southport

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Guest favorite

Home in Georgetown

4.95 out of 5 average rating, 149 reviews

Peaceful and Charming Cottage in the woods

. Beautiful Cottage set in a serene park-like setting. This is not your typical rustic little home set in acres of forest.The cottage is artistically appointed with a playful blend of midcentury and antique furnishings. Perfect design for the urban dweller who wants a city sensibility in an extremely quiet environment. The cottage is opened and loft like with 15 Ft ceilings and windows facing every direction. The place feels more like a treehouse in the woods. Intimate screened in porch has comfortable furnishings and is perfect for relaxing and outdoor dining. A simple but efficient kitchen offers a steel island and is perfect for preparing meals from local products found at nearby farmers markets. A wood burning stove is ideal for warming the cottage during the chilly evening hours. A truly cosy environment will guarantee you will return home fully relaxed and rested. Home also has wireless internet. Location is perfect for exploring scenic midcoast Maine and all it has to offer.

Superhost

Home in Harpswell

4.94 out of 5 average rating, 120 reviews

Brand new Scandinavian cottage: dock & kayaks!

Brand new architectural cottage and detached 'boathouse' with sweeping elevated ocean views both east and west, private waterfront lawns and deep water dock with kayaks. This property was built in 2020 so expect a fresh and clean experience on one of Harpswell's most private peninsulas. Watch the sunrise from the cantilevered 2nd floor deck, sit by the campfire on your private lawn oceanside, or walk down to the dock for a paddle in the west facing protected cove. The best of coastal Maine!

Guest favorite

Home in Boothbay Harbor

4.92 out of 5 average rating, 112 reviews

Renovated home with amazing waterfront views

Welcome to Dancing Pines Cottage! We are located across from West Harbor Pond with beautiful water views in each room. Relax on the deck or bbq on the patio or take a short drive into charming Boothbay Harbor town for lobster rolls. We have three bedrooms and a den/office and 2 full bathrooms and can accommodate up to 7 guests. The house is private and has ample parking. One week rentals for June, July, and August (Saturday-Saturday). Starting January 2025 we will no longer allow pets.

Guest favorite

Home in Wiscasset

4.99 out of 5 average rating, 136 reviews

Victorian Charm in Wiscasset, Maine: Acorn Cottage

A TRULY NOSTALGIC MAINE VACATION STAY. THIS 1903 SPACIOUS THREE BEDROOM, ONE AND HALF BATHS VICTORIAN VILLAGE HOME IS SURE TO PLEASE AND MAKE A LASTING IMPRESSION OF THE PERFECT MIDCOAST MAINE VACATION. Located in the “Prettiest Village” in Midcoast Maine. Walk the sidewalks to local landmark "Reds Eats" for a lobster roll, fantastic boutique shops, antiques stores, art galleries, wine bar, restaurants! And just up the road is “The Alna Store”recently nominated for a James Beard Award!

Guest favorite

Home in Bath

4.9 out of 5 average rating, 312 reviews

Gorgeous Fall Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Guest favorite

Home in Appleton

4.96 out of 5 average rating, 160 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

Guest favorite

Home in Cushing

4.95 out of 5 average rating, 115 reviews

Dockside Retreat - Fall/Winter discounted pricing

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 398 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Guest favorite

Home in Newcastle

4.98 out of 5 average rating, 131 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

New 3 bedroom/2 bath waterfront home on Great Salt Bay. Perfectly suited for multi-generation gatherings: open concept with cook's kitchen, 1st floor BR & bath. Magnificent wildlife abounds: hike on nearby trails; kayak right out the door; walk 5 minutes to swim in Damariscotta Lake. Can't unplug? Easily connect with highspeed fiber optic WiFi while immersing yourself in nature. Close to restaurants & shops in lovely Newcastle/Damariscotta. Truly an oasis!

Guest favorite

Home in Harpswell

4.98 out of 5 average rating, 194 reviews

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Superhost

Home in South Bristol

4.84 out of 5 average rating, 147 reviews

Rustic Waterview Maine Cottage

My place is close to great views, historic Rutherford Island, 20 minutes from Damariscotta shopping, dining, and small town charm, the beach, the best antiquing, and quintessential Maine in the summer. You’ll love my place because of the view, the charm of an original 200 year old home, the friendly neighbors, the great local food and flavor, the peace and stillness, and “the gut" fishing inlet.

Guest favorite

Home in Phippsburg

4.93 out of 5 average rating, 247 reviews

Classic Maine, Modern Comfort

NOTE: Summer Bookings are 7 Days from Saturday-Saturday and tend to fill up by February/March or sooner. All the comforts of home while you're away from home. Come enjoy a newly built beach house (2008) just short walk from beautiful Popham Beach - one of Maine's most beautiful and expansive beaches, one hour north of Portland, Maine.